Dimethylformamide → 2-Bromo-5-iodobenzoyl chloride

HRID 1022462Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1022462
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C=O)C.C(Cl)(=O)C([Cl:20])=O>ClCCl>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([Cl:20])=[O:5]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27355722-Bromo-5-iodobenzoic acid

Produkt 1

HCID 583408092-Bromo-5-iodobenzoyl chlorideAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-bromo-5-iodobenzoic acid (150 g, 458 mmol) in dichloromethane (1500 ml) was added DMF (2.0 ml) followed by oxalylchloride (58.2 ml, 688 mmol) at 0° C. in drop wise fashion over the period of 30 min. After complete addition, the reaction mixture was stirred at room temperature for 3 h. Volatiles were evaporated under reduced pressure to give 2-bromo-5-iodo-benzoyl chloride (−158 g). The crude product was used for the next step immediately. (Note: The product should not be exposed to air).

Aufarbeitung

  1. additionAfter complete addition
  2. customVolatiles were evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-91dd31c9c4c443ac8a46a0e4a9270759
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722633B2

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